2,3-Dimethylaniline → HCID 9798569, compound

HRID 1578938Notes

Reaction equation

HRID 1578938 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:3]=1.[CH3:16][C:17]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][C:18]=1[NH2:19].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:14]([O:13][C:11](=[O:12])[CH2:10][S:9][C:4]1[N:5]=[C:6]([Cl:8])[CH:7]=[C:2]([NH:19][C:18]2[CH:20]=[CH:21][CH:22]=[C:23]([CH3:24])[C:17]=2[CH3:16])[N:3]=1)[CH3:15]

Participants

5

Reactant 3

HCID 68932,3-DimethylanilineHCID 10340Sodium CarbonateHCID 4133103Acetic acid, [(4,6-dichloro-2-pyrimidinyl)thio]-, ethyl ester

Product 1

HCID 9798569HCID 9798569, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 2.7 g of (4.6-dichloro-2-pyrimidinylthio)acetic acid, ethyl ester, 1.2 g of 2,3-dimethylaniline and 1.06 g of anhydrous sodium carbonate in 20 ml. of ethanol was heated under reflux for 4 hr. The mixture was filtered and water added to the filtrate until a precipitate appeared. The solid was recrystallized from 95% ethanol to a mp. of 88°-93°C.

Workup

  1. temperatureunder reflux for 4 hr
  2. filtrationThe mixture was filtered
  3. additionwater added to the filtrate until a precipitate
  4. customThe solid was recrystallized from 95% ethanol to a mp. of 88°-93°C.

Sources & evidence

ORD record
ord-9fa6a3a2db6444009e5fdc3f3cc62644
Source dataset
uspto-grants-1976_02
Patent number
US03940394

Reaction notes

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